Hydrochloric Acid → HCID 86618570, compound

HRID 1922285Notes

Reaction equation

HRID 1922285 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]2[N:7]=[C:8]([NH:10][C@H:11]3[CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]3)[S:9][C:5]=2[CH:4]=1.Cl.O1CCOCC1>CO.O1CCOCC1>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]2[N:7]=[C:8]([NH:10][C@H:11]3[CH2:16][CH2:15][CH2:14][NH:13][CH2:12]3)[S:9][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86618571HCID 86618571, compound

Product 1

HCID 86618570HCID 86618570, compound

Reagents, catalysts & solvents 1

HCID 21966525Dioxane MethanolSolvent

Procedure

To a solution of (S)-tert-butyl 3-(6-methoxybenzo[d]thiazol-2-ylamino)piperidine-1-carboxylate (3.35 g, 9.22 mmol) in methanol/dioxane (3 ml/3 ml) was added slowly 4M HCl in dioxane (60 ml, 240 mmol) [Caution: gas development!]. The reaction mixture was stirred 2.5 hours at ambient temperature and concentrated in vacuo in order to remove methanol and half of dioaxane. The residue was suspended in diethylether (50 ml). The solids were filtered off, washed with diethylether (50 ml) and dried in vacuo to give (S)-6-methoxy-N-(piperidin-3-yl)benzo[d]thiazol-2-amine as its hydrochloride salt as white solid. Yield: 4.29 g. ES/MS m/z 264.1 (MH+), Rt=1.62 min.

Workup

  1. concentrationconcentrated in vacuo in order
  2. customto remove methanol and half of dioaxane
  3. filtrationThe solids were filtered off
  4. washwashed with diethylether (50 ml)
  5. customdried in vacuo

Sources & evidence

ORD record
ord-429846880bcb44efa5dfb1ff6fd212f5
Source dataset
uspto-grants-2012_05
Patent number
US08173689B2

Reaction notes

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